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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Athena Aria* | 15 | 2045-2058 | |
| 1 | Ed Barker* | 15 | 2027-2039 | |
| 3 | Regnaleb Sivart | 14 | 2032-2045 | |
| 4 | Anthony Parco | 13 | 2052-2061 | |
| 4 | Phillip Thompson* | 13 | 2018-2028 | |
| 6 | Kevin Choate* | 12 | 2032-2044 | |
| 6 | John Marston# | 12 | 2052-2063 | |
| 6 | Joey Slothface | 12 | 2028-2041 | |
| 9 | Glyn Davies* | 11 | 2044-2057 | |
| 9 | Allegra McArena# | 11 | 2052-2063 | |
| 9 | Esteban Rodriguez* | 11 | 2017-2029 | |
| 9 | Ryan Rose* | 11 | 2031-2042 | |
| 9 | Starscream# | 11 | 2053-2063 | |
| 9 | Greg Steiner* | 11 | 2018-2031 | |
| 9 | Guy Walker* | 11 | 2021-2034 | |
| 16 | Evil Dictator | 10 | 2047-2059 | |
| 16 | Wutcanisae Eksepurwelkam# | 10 | 2054-2063 | |
| 16 | Rayz Funk | 10 | 2035-2047 | |
| 16 | Booze Gooser* | 10 | 2045-2054 | |
| 16 | Billy Grier | 10 | 2038-2049 | |
| 16 | Acheoar Hippocrites# | 10 | 2053-2063 | |
| 16 | Straightgas Homie* | 10 | 2042-2055 | |
| 16 | Wright Indadert | 10 | 2051-2062 | |
| 16 | Khamati Kahn | 10 | 2018-2029 | |
| 16 | Penny Kowers* | 10 | 2017-2034 | |
| 16 | Blu Line* | 10 | 2027-2040 | |
| 16 | Gionna Morgan | 10 | 2048-2060 | |
| 28 | Virzeiros Balqen | 9 | 2030-2045 | |
| 28 | Walker Cato | 9 | 2034-2047 | |
| 28 | Peter Dawson | 9 | 2026-2036 | |
| 28 | Colben Fairborn | 9 | 2026-2038 | |
| 28 | Brent Lomew* | 9 | 2029-2041 | |
| 28 | Parker Parton | 9 | 2045-2058 | |
| 28 | Jormungandr Ragnarok | 9 | 2046-2056 | |
| 28 | Sportsboy57 | 9 | 2045-2059 | |
| 28 | Matt Stro# | 9 | 2053-2063 | |
| 28 | Harry Styles* | 9 | 2028-2039 | |
| 28 | Oerjan Thrastarsen# | 9 | 2055-2063 | |
| 28 | Shoto Todoroki* | 9 | 2044-2056 | |
| 40 | Cesar Azuaje# | 8 | 2050-2062 | |
| 40 | Amp Dupree | 8 | 2029-2041 | |
| 40 | Damian Jansen-Crenshaw | 8 | 2045-2056 | |
| 40 | Chaz LaLocke | 8 | 2017-2030 | |
| 40 | Hayley MaConnell* | 8 | 2026-2037 | |
| 40 | Danny Sullivan | 8 | 2041-2051 | |
| 46 | Sam Antonio | 7 | 2048-2062 | |
| 46 | Matthew Auston | 7 | 2019-2031 | |
| 46 | Frederick Birdington | 7 | 2025-2037 | |
| 46 | D'Aroldis Borkman* | 7 | 2018-2031 | |
| 46 | Xavier Crawford# | 7 | 2053-2063 | |
| 46 | Michael Dion | 7 | 2039-2049 | |
| 46 | Aiden MacDougall | 7 | 2036-2050 | |
| 46 | Dude Manbro | 7 | 2031-2039 | |
| 46 | Glenallen Mixon* | 7 | 2043-2055 | |
| 46 | Man O'Rite# | 7 | 2052-2063 | |
| 46 | Barack Obama* | 7 | 2030-2040 | |
| 46 | Yakul Red | 7 | 2045-2056 | |
| 46 | Romeo Rosas# | 7 | 2056-2063 | |
| 46 | Ike Sampson# | 7 | 2055-2063 | |
| 46 | Poe Scott | 7 | 2045-2060 | |
| 46 | Victoria Secret* | 7 | 2017-2028 | |
| 46 | Aduke Singh* | 7 | 2043-2054 | |
| 46 | Stryker Spinrate | 7 | 2031-2042 | |
| 46 | Wayne Wheeler# | 7 | 2057-2063 | |
| 65 | Pax Abadeer | 6 | 2042-2055 | |
| 65 | Alexander Benjamin | 6 | 2047-2062 | |
| 65 | Erick Bolanos | 6 | 2039-2049 | |
| 65 | Dirk Digglet | 6 | 2041-2049 | |
| 65 | Rhydon Dirty* | 6 | 2043-2056 | |
| 65 | Calloway Flowers | 6 | 2031-2042 | |
| 65 | Jose Forty-Three* | 6 | 2031-2043 | |
| 65 | Chuck Gamble | 6 | 2017-2029 | |
| 65 | Shauer Handel IV | 6 | 2029-2037 | |
| 65 | Bazooka Joe | 6 | 2051-2062 | |
| 65 | Bark Muehrle* | 6 | 2041-2057 | |
| 65 | Quentin O'Quarters# | 6 | 2049-2063 | |
| 65 | Nate Pearson* | 6 | 2029-2039 | |
| 65 | Domingo Pozo | 6 | 2031-2044 | |
| 65 | Tom Riddle | 6 | 2042-2055 | |
| 65 | Esteban Rodriguez Jr. | 6 | 2039-2049 | |
| 81 | Mookie Banks* | 5 | 2020-2032 | |
| 81 | Frigg Delling# | 5 | 2057-2063 | |
| 81 | Psy Duck# | 5 | 2054-2063 | |
| 81 | Kelvin Gauzeman# | 5 | 2058-2063 | |
| 81 | King George III | 5 | 2040-2049 | |
| 81 | Via Getty | 5 | 2036-2047 | |
| 81 | Walrus Jones | 5 | 2048-2060 | |
| 81 | Barry Keller | 5 | 2024-2036 | |
| 81 | Ryan Knock# | 5 | 2057-2063 | |
| 81 | Tristan Leung* | 5 | 2032-2043 | |
| 81 | Dogwood Maple | 5 | 2039-2053 | |
| 81 | Nova Montagne# | 5 | 2057-2063 | |
| 81 | S'Vanaleigh Mykutowicz* | 5 | 2047-2058 | |
| 81 | Hiro Nakamura | 5 | 2036-2048 | |
| 81 | Troen NoHands | 5 | 2036-2044 | |
| 81 | Nolan Nola | 5 | 2045-2057 | |
| 81 | Remy Ratatouille | 5 | 2039-2050 | |
| 81 | James Ronlain | 5 | 2046-2059 | |
| 81 | Ryan Stryker* | 5 | 2021-2035 | |
| 81 | Drennifer Tarbington | 5 | 2028-2036 |
